Ene-diamine versus imine-amine isomeric preferences

…, EE Greenwald, AK Justice, BT Beckstead…

Index: Reich, B. Jesse E.; Greenwald, Erin E.; Justice, Aaron K.; Beckstead, Brittany T.; Reibenspies, Joseph H.; North, Simon W.; Miller, Stephen A. Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8409 - 8416

Full Text: HTML

Citation Number: 12

Abstract

Cyanide-catalyzed aldimine coupling was employed to synthesize compounds with 1, 2-ene- diamine and α-imine-amine structural motifs: 1, 2, N, N'-tetraphenyletheylene-1, 2-diamine (13) and (±)-2, 3-di-(2-hydroxyphenyl)-1, 2-dihydroquinoxaline (17), respectively. Single- crystal X-ray diffraction provided solid-state structures and density functional theory calculations were used to probe isomeric preferences within this and the related hydroxy- ...